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Advanced Level Organic Chemistry: HALOGENOALKANES - index of revision pages

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Part 3. The chemistry of HALOGENOALKANES (haloalkanes, old name alkyl halides)

Doc Brown's Chemistry Advanced Level Pre-University Chemistry Revision Study Notes for UK KS5 A/AS GCE IB advanced level organic chemistry students US K12 grade 11 grade 12 organic chemistry the physical and chemical properties of halogenoalkanes haloalkanes alkyl halides principal chemical reactions

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All my advanced A level organic chemistry notes

Index of GCSE level oil and basic organic chemistry notes

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Halogenoalkanes (haloalkanes) INDEX of revision notes

Abbreviations used: mpt = melting point and bpt = boiling point (^oC or K units will be quoted)

3.1 Molecular Structure and Nomenclature of Halogenoalkanes (haloalkanes)

(Also includes an introduction on how to write and display halogenoalkane formulae including isomers)

Multiple choice test on naming halogenoalkanes (haloalkanes)

Type in name test on halogenoalkanes (haloalkanes)

To doc b! Do mixed naming quiz 3rd, and 4th version by adding other structure/reaction Qs from a 3rd data base?

3.2 Laboratory synthesis & industrial manufacture of halogenoalkanes (haloalkanes) from alcohols, alkanes, alkenes

3.3 Reactivity trends of halogenoalkanes - introduction to their nucleophilic substitution reactions, the substitution reaction between halogenoalkanes (haloalkanes) & water, experiments with silver nitrate solution and chemical tests

3.4 The substitution reaction of halogenoalkanes (haloalkanes) with sodium/potassium hydroxide to give alcohols

3.5 The nucleophilic substitution reaction between halogenoalkanes (haloalkanes) and potassium cyanide and hydrolysis of nitriles to carboxylic acids

3.6 The substitution reaction between halogenoalkanes (haloalkanes) and ammonia and amines forming primary, secondary and tertiary amines and quaternary ammonium salts

3.7 The elimination reactions of halogenoalkanes (haloalkanes) with potassium hydroxide to give alkenes

3.8 The physical properties, hazards and uses of halogenoalkanes (haloalkanes)

3.9 The chemistry of ozone depletion and how this environmental problem was solved

Halogenoalkanes (haloalkanes) reaction mechanisms

The following notes have basic reaction conditions, reagents and general equations as well as detailed notes on the mechanisms indicated (overlap because they were written before above sections 3.2 to 3.7 were compiled)

Nucleophilic substitution by water/hydroxide ion [S_N1 or S_N2 mechanisms, hydrolysis to give alcohols]

with extra notes on kinetics, rds, molecularity, rate expression, activated complex etc.

Nucleophilic substitution by cyanide ion to give a nitrile [S_N1 or S_N2 mechanisms]

Nucleophilic substitution by ammonia/primary amine to give primary/secondary amines etc. [S_N1 or S_N2]

Elimination of hydrogen bromide to form alkenes [E1 and E2 mechanisms]

Free radical chlorination/bromination of haloalkanes to give halogenoalkanes - mechanism

Alkylation to give alkyl-aromatic hydrocarbons like methylbenzene [Friedel-Crafts reaction mechanism]

THE SPECTRA OF ORGANIC COMPOUNDS
Infrared spectra of HALOGENOALKANES The infrared spectrum of bromomethane (methyl bromide) The infrared spectrum of chloroethane (ethyl chloride) The infrared spectrum of bromoethane (ethyl bromide) The infrared spectrum of iodoethane (ethyl iodide) The infrared spectrum of 1,1-dibromoethane The infrared spectrum of 1,2-dibromoethane The infrared spectrum of 1-bromo-2-chloroethane The infrared spectrum of 1,1,1-trichloroethane The infrared spectrum of 1,1,2-trichloroethane The infrared spectrum of 1-bromopropane The infrared spectrum of 2-bromopropane The infrared spectrum of 1-chloropropane The infrared spectrum of 2-chloropropane The infrared spectrum of 1-iodopropane The infrared spectrum of 2-iodopropane Infrared spectra of isomers of C₄H₉Cl The infrared spectrum of 1-chlorobutane The infrared spectrum of 2-chlorobutane The infrared spectrum of 1-chloro-2-methylpropane The infrared spectrum of 2-chloro-2-methylpropane Infrared spectra of isomers of C₄H₉Br The infrared spectrum of 1-bromobutane The infrared spectrum of 2-bromobutane The infrared spectrum of 1-bromo-2-methylpropane The infrared spectrum of 2-bromo-2-methylpropane Infrared spectra of isomers of C₄H₉I The infrared spectrum of 1-iodobutane (n-butyl iodide) The infrared spectrum of 2-iodobutane The infrared spectrum of 1-iodo-2-methylpropane The infrared spectrum of 2-iodo-2-methylpropane	Mass spectra of HALOGENOALKANES The mass spectrum of bromomethane (methyl bromide) The mass spectrum of bromoethane (ethyl bromide) The mass spectrum of chloroethane (ethyl chloride) The mass spectrum of iodoethane (ethyl iodide) The mass spectrum of 1,1-dibromoethane The mass spectrum of 1,2-dibromoethane The mass spectrum of 1-bromo-2-chloroethane The mass spectrum of 1,1,1-trichloroethane The mass spectrum of 1,1,2-trichloroethane The mass spectrum of 1-bromopropane (propyl bromide) The mass spectrum of 2-bromopropane The mass spectrum of 1-chloropropane (propyl chloride) The mass spectrum of 2-chloropropane The mass spectrum of 1-iodopropane (n-propyl iodide) The mass spectrum of 2-iodopropane (isopropyl iodide) Mass spectra of isomers of C₄H₉Cl The mass spectrum of 1-chlorobutane (n-butyl chloride) The mass spectrum of 2-chlorobutane (sec-butyl chloride) The mass spectrum of 1-chloro-2-methylpropane The mass spectrum of 2-chloro-2-methylpropane Mass spectra of isomers of C₄H₉Br The mass spectrum of 1-bromobutane (n-butyl bromide) The mass spectrum of 2-bromobutane The mass spectrum of 1-bromo-2-methylpropane The mass spectrum of 2-bromo-2-methylpropane Mass spectra of isomers of C₄H₉I The mass spectrum of 1-iodobutane (n-butyl iodide) The mass spectrum of 2-iodobutane (sec-butyl iodide) The mass spectrum of 1-iodo-2-methylpropane The mass spectrum of 2-iodo-2-methylpropane
H-1 proton NMR spectra of HALOGENOALKANES The H-1 NMR spectrum of bromomethane The H-1 NMR spectrum of bromoethane (ethyl bromide) The H-1 spectrum of chloroethane (ethyl chloride) The H-1 NMR spectrum of iodoethane (ethyl iodide) The H-1 NMR spectrum of 1,1-dibromoethane The H-1 NMR spectrum of 1,2-dibromoethane The H-1 NMR spectrum of 1-bromo-2-chloroethane The H-1 NMR spectrum of 1,1,1-trichloroethane The H-1 NMR spectrum of 1,1,2-trichloroethane The H-1 NMR spectrum of 1-bromopropane The H-1 NMR spectrum of 2-bromopropane The H-1 NMR spectrum of 1-chloropropane The H-1 NMR spectrum of 2-chloropropane The H-1 NMR spectrum of 1-iodopropane The H-1 NMR spectrum of 2-iodopropane 1H NMR spectra of isomers of C₄H₉Cl The H-1 NMR spectrum of 1-chlorobutane (butyl chloride) The H-1 NMR spectrum of 2-chlorobutane The H-1 NMR spectrum of 1-chloro-2-methylpropane The H-1 NMR spectrum of 2-chloro-2-methylpropane 1H NMR spectra of isomers of C₄H₉Br The H-1 NMR spectrum of 1-bromobutane The H-1 NMR spectrum of 2-bromobutane The H-1 NMR spectrum of 1-bromo-2-methylpropane The H-1 NMR spectrum of 2-bromo-2-methylpropane 1H NMR spectra of isomers of C₄H₉I The H-1 NMR spectrum of 1-iodobutane (butyl iodide) The H-1 NMR spectrum of 2-iodobutane The H-1 NMR spectrum of 1-iodo-2-methylpropane The H-1 NMR spectrum of 2-iodo-2-methylpropane	C-13 NMR spectra of HALOGENOALKANES The C-13 NMR spectrum of bromomethane The C-13 NMR spectrum of bromoethane (ethyl bromide) The C-13 NMR spectrum of chloroethane (ethyl chloride) The C-13 NMR spectrum of iodoethane (ethyl iodide) The C-13 NMR spectrum of 1,1-dibromoethane The C-13 NMR spectrum of 1,2-dibromoethane The C-13 NMR spectrum of 1-bromo-2-chloroethane The C-13 NMR spectrum of 1,1,1-trichloroethane The C-13 NMR spectrum of 1,1,2-trichloroethane The C-13 NMR spectrum of 1-bromopropane The C-13 NMR spectrum of 2-bromopropane The C-13 NMR spectrum of 1-chloropropane The C-13 NMR spectrum of 2-chloropropane The C-13 NMR spectrum of 1-iodopropane The C-13 NMR spectrum of 2-iodopropane 13C NMR spectra of isomers of C₄H₉Cl The C-13 NMR spectrum of 1-chlorobutane The C-13 NMR spectrum of 2-chlorobutane The C-13 NMR spectrum of 1-chloro-2-methylpropane The C-13 NMR spectrum of 2-chloro-2-methylpropane 13C NMR spectra of isomers of C₄H₉Br The C-13 NMR spectrum of 1-bromobutane The C-13 NMR spectrum of 2-bromobutane The C-13 NMR spectrum of 1-bromo-2-methylpropane The C-13 NMR spectrum of 2-bromo-2-methylpropane 13C NMR spectra of isomers of C₄H₉Br The C-13 NMR spectrum of 1-iodobutane The C-13 NMR spectrum of 2-iodobutane The C-13 NMR spectrum of 1-iodo-2-methylpropane The C-13 NMR spectrum of 2-iodo-2-methylpropane

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